Ammonia → 2-amino N-(2-mercaptoethyl) propionamide

HRID 1533844Notes

Reaction equation

HRID 1533844 reaction equation
Cl.Cl.[NH2:3][C@H:4]([C:6](OCCN)=[S:7])C.C[C@@H:13]([OH:19])[C@H:14]([NH2:18])[C:15](O)=O.N>C(O)(C)C>[NH2:18][CH:14]([CH3:15])[C:13]([NH:3][CH2:4][CH2:6][SH:7])=[O:19]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 6288L-ThreonineHCID 88417728HCID 88417728, compound

Product 1

HCID 98555172-amino N-(2-mercaptoethyl) propionamide

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

To a suspension of 22.1 g of the 2-aminoethyl thioalaninate dihydrochloride (0.1 mole), obtained above, in 50 cm3 of isopropanol, thre are slowly added, under an inert atmosphere, 20.4 cm3 (0.15) mole) of a 2.5% aqueous ammonia solution. The resulting solution is evaporated to dryness under reduced pressure. The residue is taken up in 100 cm3 of ethanol. The insoluble ammonium chloride is separated by filtration on fritted glass. The filtrate is evaporated to dryness and dried under a vacuum at 50° C. 17.5 g of 2-amino N-(2-mercaptoethyl) propionamide in the form of a white solid whose melting point is 141° C. are obtained.

Workup

  1. customThe resulting solution is evaporated to dryness under reduced pressure
  2. customThe insoluble ammonium chloride is separated by filtration on fritted glass
  3. customThe filtrate is evaporated to dryness
  4. customdried under a vacuum at 50° C

Sources & evidence

ORD record
ord-f1d642ddb0e54bdba47a7fb1aaa6cce4
Source dataset
uspto-grants-1992_02
Patent number
US05085860

Reaction notes

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